
Pet-friendly vacation rentals in Berkshire County
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Berkshire County
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Berkshire County pet-friendly home rentals
Pet-friendly house rentals

Bull Hill Bungalow

Charming 3-BR Colonial House in Downtown Lenox

Dancing Horse Lodge

Modern and Stylish Country Lakeside Cottage

Berkshires hideaway! Hikes & serenity near lake

Fickle Fox Farm. Spring in the air, Summer is soon

Great Barrington Getaway House

Central Haus (Group getaway on a quiet street)
Pet-friendly home rentals with a pool

Beautiful Jiminy Peak Townhome Family Friendly

Berkshire Mountain House

Modern Barn with Loft at House on Golden Hill

Berkshire Lake House, gunite pool, Chef's Kitchen

Stylish Rural Sanctuary

Berkshire County modern home + pool

Hollywood Bungalow in the Berkshires #C0191633410

Peaceful and Private Setting
Private, pet-friendly home rentals

Carriage house with Chef's Kitchen, close to town

Retro Chic 1815 Barn - 3min to Stockbridge

Harvey Mountain Lodge by State Forest

Whispering Woods Cabin | Sauna/Fireplace/Serenity

Private Home in The Berkshires (New Hot Tub!)

Pet friendly, cozy, modest cape, two bedrooms

Comfy Modern ★ Convenient Location ★ 2BR Queen Bed

Cozy cabin near Catamount&Butternut w workout rm
Destinations to explore
- Cottage rentals Berkshire County
- Waterfront rentals Berkshire County
- Chalet rentals Berkshire County
- Rentals with lake access Berkshire County
- Family-friendly rentals Berkshire County
- Rentals with a washer and dryer Berkshire County
- Bed and breakfasts Berkshire County
- Rentals with a sauna Berkshire County
- Guesthouse rentals Berkshire County
- Apartment rentals Berkshire County
- Cabin rentals Berkshire County
- Rentals with a hot tub Berkshire County
- Rentals with a patio Berkshire County
- Rentals with beach access Berkshire County
- Fitness-friendly rentals Berkshire County
- Farmstay rentals Berkshire County
- Rentals with a fireplace Berkshire County
- Rentals with an EV charger Berkshire County
- Rentals with breakfast Berkshire County
- Rentals with pools Berkshire County
- Rentals with a kayak Berkshire County
- Private suite rentals Berkshire County
- Rentals with a fire pit Berkshire County
- Kid-friendly rentals Berkshire County
- Ski-in/ski-out rentals Berkshire County
- House rentals Berkshire County
- Beachfront rentals Berkshire County
- Condo rentals Berkshire County
- Rentals with outdoor seating Berkshire County
- Pet-friendly rentals Massachusetts
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Albany Center Gallery
- Berkshire East Mountain Resort
- Six Flags New England
- Taconic State Park
- Zoom Flume
- Mohawk Mountain Ski Area
- Bushnell Park
- Mount Sugarloaf State Reservation
- Opus 40
- John Boyd Thacher State Park
- Mount Greylock Ski Club
- Hartford Golf Club
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mount Snow Ski Resort
- Bash Bish Falls State Park
- Beartown State Forest
- Otis Ridge
- Norman Rockwell Museum
- Naumkeag
- Bright Nights at Forest Park
- Rockledge Golf Club
- Things to do Berkshire County
- Things to do Massachusetts
- Art and culture Massachusetts
- Sightseeing Massachusetts
- Food and drink Massachusetts
- Nature and outdoors Massachusetts
- Tours Massachusetts
- Things to do United States
- Tours United States
- Food and drink United States
- Entertainment United States
- Nature and outdoors United States
- Sightseeing United States
- Sports activities United States
- Art and culture United States
- Wellness United States